Tetrahedron letters

The first example of asymmetric dihydroxylation of cyclopropylidene derivatives—An enantioenriched formal total synthesis of (−)-filiformin

H Nemoto, J Miyata, H Hakamata, K Fukumoto

Index: Nemoto, Hideo; Miyata, Junji; Hakamata, Hideki; Fukumoto, Keiichiro Tetrahedron Letters, 1995 , vol. 36, # 7 p. 1055 - 1058

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Citation Number: 25

Abstract

The first example of asymmetric dihydroxylation (AD) of the cyclopropylidene derivatives 4a∼ e followed by enantiospecific 1, 2-rearrangement of the resulted diols 5a∼ e to give the optically active cyclobutanones 7∼ e was reported. The synthesis of 7e constitutes an enantioenriched formal total synthesis of (−)-filiformin (8).