Application of Dess-Martin oxidation in total synthesis of natural products

2020 ◽  
Vol 17 ◽  
Author(s):  
Majid M. Heravi ◽  
Tayebe Momeni ◽  
Vahideh Zadsirjan ◽  
Leila Mohammadi
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Selective Oxidation ◽  
Secondary Alcohols ◽  
Aldehydes And Ketones

: Dess–Martin periodinane (DMP), is a commercially available chemical, frequently being utilized as a mild oxidative agent for the selective oxidation of primary and secondary alcohols to their corresponding aldehydes and ketones, respectively. DMP shows several merits over other common oxidative agent such as chromium- and DMSO-based oxidants, thus it is habitually employed in the total synthesis of natural products. In this review, we try to underscore the applications of DMP as an effective oxidant in an appropriate step (steps) in the multistep total synthesis of natural products.

Organic synthesis with tricarbonyliron lactone complexes

1988 ◽  
Vol 326 (1592) ◽  
pp. 633-640 ◽  
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Selective Oxidation ◽  
Organic Synthesis ◽  
Lewis Acids ◽  
Iron Carbonyl ◽  
Organic Substrates ◽  
Carpenter Bee

π-Ally tricarbonyliron lactone complexes are useful precursors for organic synthesis. These stable complexes are readily prepared from a variety of organic substrates and may be respectively converted to β- and δ-lactones by selective oxidation or exhaustive carbonylation. The natural products massoialactone, parasorbic acid, the carpenter bee pheromone and malyngolide were prepared by using the iron carbonyl methodology, along with precursors for the ionophore antibiotic CP 61405 and avermectin B1a synthesis. Several corresponding lactam complexes were obtained by treatm ent of the π-allytricarbonyliron lactones with amines in the presence of Lewis acids. These complexes were used in the formal total synthesis of the nocardicins and ( + )-thienamycin.

scholarly journals Non-Enzymatic Desymmetrization Reactions in Aqueous Media

Symmetry ◽  
2021 ◽  
Vol 13 (4) ◽  
pp. 720
Author(s):  
Satomi Niwayama
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Functional Groups ◽  
Organic Compounds ◽  
Recent Progress ◽  
Aqueous Media ◽  
Building Blocks ◽  
Organic Reactions ◽  
Environmentally Benign ◽  
Enzymatic Desymmetrization

Symmetric organic compounds are generally obtained inexpensively, and therefore they can be attractive building blocks for the total synthesis of various pharmaceuticals and natural products. The drawback is that discriminating the identical functional groups in the symmetric compounds is difficult. Water is the most environmentally benign and inexpensive solvent. However, successful organic reactions in water are rather limited due to the hydrophobicity of organic compounds in general. Therefore, desymmetrization reactions in aqueous media are expected to offer versatile strategies for the synthesis of a variety of significant organic compounds. This review focuses on the recent progress of desymmetrization reactions of symmetric organic compounds in aqueous media without utilizing enzymes.

Total synthesis: the structural confirmation of natural products

2021 ◽  
Vol 57 (27) ◽  
pp. 3307-3322
Author(s):  
Debobrata Paul ◽  
Ashis Kundu ◽  
Sanu Saha ◽  
Rajib Kumar Goswami
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Feature Article

This feature article highlights total synthesis as one of the reliable tools for the structural confirmation of natural products.

Unified enantioselective total synthesis of 3,6-dioxygenated diketopiperazine natural products, diatretol and lepistamides A, B and C

2021 ◽  
Vol 67 ◽  
pp. 152895
Author(s):  
Shu Takahashi ◽  
Aoi Kimishima ◽  
Tomoyasu Hirose ◽  
Takeshi Yamada ◽  
Akihiro Sugawara ◽  
...  
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Enantioselective Total Synthesis

Total Synthesis of Structurally Unique γ-Lactam Natural Products

ChemInform ◽  
2007 ◽  
Vol 38 (41) ◽  
Author(s):  
Ken-ichi Takao ◽  
Shin-ya Aoki ◽  
Kin-ichi Tadano
Keyword(s):  
Natural Products ◽  
Total Synthesis
Sign in / Sign up

Export Citation Format

Share Document