Synthetic studies toward the construction of the cis-decalin portion of superstolides A and B. Application of a sequential double michael reaction and an anionic oxy-Cope rearrangement.
A highly convergent strategy for the asymmetric synthesis of the cis-decalin portion of the antitumor macrolide superstolide A was developed. The key reactions in our approach involve a sequential double Michael reaction and an anionic oxy-Cope rearrangement.
Hua
Zhengmao
Z
Division of Medicinal and Natural Products Chemistry, College of Pharmacy, The University of Iowa, Iowa City, 52242, USA.
Yu
Wensheng
W
Su
Mei
M
Jin
Zhendong
Z
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D002175:Candida / Q000201:enzymology; D006868:Hydrolysis; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry; D013237:Stereoisomerism; D013764:Tetrahydronaphthalenes / Q000138:chemical synthesis* / Q000737:chemistry*
D000970:Antineoplastic Agents; D018942:Macrolides; D013764:Tetrahydronaphthalenes; C091984:superstolide A; C091985:superstolide B