Intramolecular Alkynylogous Mukaiyama Aldol Reaction Starting from Bicyclic Alkanones Tethered to Alkynyl Esters: Formal Total Synthesis of (±)-Hamigeran B

2009 ◽  
Vol 15 (17) ◽  
pp. 4394-4401 ◽  
Author(s):  
Laurence Miesch ◽  
Tania Welsch ◽  
Vincent Rietsch ◽  
Michel Miesch
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol

An efficient catalyst-free Mukaiyama-aldol reaction of fluorinated enol silyl ethers with tryptanthrin

2015 ◽  
Vol 13 (33) ◽  
pp. 8906-8911 ◽  
Author(s):  
Fu-Min Liao ◽  
Yun-Lin Liu ◽  
Jin-Sheng Yu ◽  
Feng Zhou ◽  
Jian Zhou
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Aldol Reaction ◽  
Efficient Catalyst ◽  
Silyl Ethers ◽  
Mukaiyama Aldol Reaction ◽  
Catalyst Free ◽  
Mukaiyama Aldol ◽  
Enol Silyl Ethers ◽  
Fluoroalkyl Group

We report an efficient Mukaiyama-aldol reaction of tryptanthrin with fluorinated enol silyl ethers, which is carried out in methanol without the use of any catalyst. This represents the first modification of tryptanthrin by a fluoroalkyl group, which is applied to the total synthesis of the difluoro analogues of the natural product Phaitanthrin B.

Total Synthesis of Khafrefungin Using Highly Stereoselective Vinylogous Mukaiyama Aldol Reaction

2007 ◽  
Vol 9 (5) ◽  
pp. 849-852 ◽  
Author(s):  
Shin-ichi Shirokawa ◽  
Mariko Shinoyama ◽  
Isao Ooi ◽  
Seijiro Hosokawa ◽  
Atsuo Nakazaki ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol

The Impact of the Mukaiyama Aldol Reaction in Total Synthesis

2013 ◽  
Vol 52 (35) ◽  
pp. 9097-9108 ◽  
Author(s):  
S. B. Jennifer Kan ◽  
Kenneth K.-H. Ng ◽  
Ian Paterson
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol ◽  
The Impact

scholarly journals Optimization of Two Steps in Scale-Up Synthesis of Nannocystin A

Marine Drugs ◽  
2021 ◽  
Vol 19 (4) ◽  
pp. 198
Author(s):  
Tingrong Zhang ◽  
Shaojie Miao ◽  
Mingxiao Zhang ◽  
Wenjie Liu ◽  
Liang Wang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Scale Up ◽  
Scaling Up ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol ◽  
Cost Efficient

We have accomplished a 10-step (longest linear) total synthesis of nannocystin A on a four hundred milligram scale. The previously reported Kobayashi vinylogous Mukaiyama aldol reaction to connect C4 and C5 was unreproducible during the scaling up process. A more convenient and cost-efficient Keck asymmetric vinylogous aldol reaction was employed to improve this transformation.

scholarly journals Total Synthesis of Khafrefungin Using Highly Stereoselective Vinylogous Mukaiyama Aldol Reaction.

ChemInform ◽  
2007 ◽  
Vol 38 (30) ◽  
Author(s):  
Shin-ichi Shirokawa ◽  
Mariko Shinoyama ◽  
Isao Ooi ◽  
Seijiro Hosokawa ◽  
Atsuo Nakazaki ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol

scholarly journals Total synthesis of the proposed structure of astakolactin

2014 ◽  
Vol 10 ◽  
pp. 2421-2427 ◽  
Author(s):  
Takayuki Tonoi ◽  
Keisuke Mameda ◽  
Moe Fujishiro ◽  
Yutaka Yoshinaga ◽  
Isamu Shiina
Keyword(s):  
Total Synthesis ◽  
Marine Sponge ◽  
Claisen Rearrangement ◽  
Aldol Reaction ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol

The first total synthesis of the proposed structure of astakolactin, a sesterterpene metabolite isolated from the marine sponge Cacospongia scalaris, has been achieved, mainly featuring Johnson–Claisen rearrangement, asymmetric Mukaiyama aldol reaction and MNBA-mediated lactonization.

Total synthesis study of rauvomines A and B: construction of the pentacyclic core structure

2020 ◽  
Vol 7 (13) ◽  
pp. 1685-1689
Author(s):  
Binglu Wu ◽  
Zhi-Jiang Jiang ◽  
Jianbo Tang ◽  
Zhanghua Gao ◽  
Hongze Liang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Core Structure ◽  
Mukaiyama Aldol Reaction ◽  
New Strategy ◽  
Mukaiyama Aldol ◽  
Pentacyclic Core

The fifth ring of rauvomines can be annulated via a Mukaiyama-Aldol reaction as a new strategy for sarpagine scaffold construction.

scholarly journals Total Synthesis of (+)-7-epi-Tarchonanthuslactone via a Chelation-Controlled Mukaiyama Aldol Reaction

2015 ◽  
Vol 45 (10) ◽  
pp. 1240-1247
Author(s):  
Shuangping Huang ◽  
Dongwang Liu ◽  
Linjun Tang ◽  
Fei Fei Huang ◽  
Jianting Zhang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol
Sign in / Sign up

Export Citation Format

Share Document