Tetrahedron

Synthesis of 4-deoxyrhodomycinones with incorporation of (s)-lactic acid

K Krohn, U Müller

Index: Krohn, Karsten; Mueller, Ulrich Tetrahedron, 1986 , vol. 42, # 24 p. 6635 - 6644

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Citation Number: 16

Abstract

The aldehydes 4, 8a/8b and the acetals 5a/5b are prepared from the (S)-lactic acid derivative 3. Marschalk reaction with leucoquinizarine (10) affords rhodomycinones with one, two or three hydroxy groups in ring A. The 7, 9-cis-diol 21 (6-demethoxyfeudomycinone C) is the major cyclization product of the acetonides 20a/20b.