Studies toward the AB ring system of the tetrapetalone natural products

<div>An efficient strategy for the synthesis of the potent phospholipase A2 inhibitors spongidine A and D is presented. The tetracyclic core of the natural products was assembled via an intramolecular hydrogen atom transfer‐initiated Minisci reaction. A divergent late‐stage functionalization of the tetracyclic ring system was also used to achieve a concise synthesis of petrosaspongiolide L methyl ester.</div>

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Construction of AB-Ring System of Taxane Framework by A-Ring Annulation Strategy: Synthesis of 1-Hydroxy-8,11,11-trimethylbicyclo-(5.3.1)undec-7-en-9-one by Way of Intramolecular Aldol Cyclization to Form the C1-C10 Bond.

Chemical and Pharmaceutical Bulletin ◽

10.1248/cpb.45.1898 ◽

1997 ◽

Vol 45 (12) ◽

pp. 1898-1905 ◽

Cited By ~ 2

Author(s):

Koji YAMADA ◽

Hayato IWADARE ◽

Teruaki MUKAIYAMA

Keyword(s):

Ring System ◽

Aldol Cyclization ◽

Ab Ring

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A concise enantioselective synthesis of the AB ring system of the manzamine alkaloids by ring-closing enyne metathesis

Tetrahedron Letters ◽

10.1016/s0040-4039(01)00404-x ◽

2001 ◽

Vol 42 (18) ◽

pp. 3235-3238 ◽

Cited By ~ 18

Author(s):

J.Stephen Clark ◽

Robert J Townsend ◽

Alexander J Blake ◽

Simon J Teat ◽

Amanda Johns

Keyword(s):

Ring System ◽

Enantioselective Synthesis ◽

Enyne Metathesis ◽

Manzamine Alkaloids ◽

Ab Ring

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Enantio- and diastereoselective synthesis of the AB ring system of aklavinone by coupling a chemoenzymatic procedure with organometal chemistry

Tetrahedron ◽

10.1016/0040-4020(96)00804-6 ◽

1996 ◽

Vol 52 (42) ◽

pp. 13493-13512 ◽

Cited By ~ 5

Author(s):

Luca Banfi ◽

Giuseppe Guanti ◽

Renata Riva

Keyword(s):

Ring System ◽

Diastereoselective Synthesis ◽

Ab Ring

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Talaronoids A–D: four fusicoccane diterpenoids with an unprecedented tricyclic 5/8/6 ring system from the fungus Talaromyces stipitatus

Organic Chemistry Frontiers ◽

10.1039/d0qo00960a ◽

2020 ◽

Vol 7 (21) ◽

pp. 3486-3492

Author(s):

Mi Zhang ◽

Shan Yan ◽

Yu Liang ◽

Meijia Zheng ◽

Zhaodi Wu ◽

...

Keyword(s):

Natural Products ◽

Ring System ◽

Carbon Skeleton

Talaronoids A–D (1–4), four fusicoccane diterpenoids with an unexpected tricyclic 5/8/6 carbon skeleton from Talaromyces stipitatus, represent the first examples of natural products with a benzo[a]cyclopenta[d]cyclooctane skeleton.

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