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Stereoselective construction of steroidal trans-hydrindanes via intramolecular ester enolate alkylation[1,2]

✍ Scribed by Kim Deukjoon; Kim Sanghee; Jeong Lee Jae; Sung Kim Hak


Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
146 KB
Volume
31
Category
Article
ISSN
0040-4039

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Sumary: Highly diastereoselective intramolecular alkylation of acyclic ester system was developed based upon allylic strain concept as an approach to tram-hydrindane system. Stereoselective construction of trans-hydrindane nucleus has been a continuous challenge to synthetic organic chemists.' In c

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A concise and efficient synthesis of the trans-hydrindane system has been achieved by a novel intramolecular S N 2% enolate alkylation/ring-closing metathesis (RCM) strategy with a good degree of stereocontrol.