STUDIES ON CHIRAL THIOPHOSPHORIC ACIDS AND THEIR DERIV ATIVES 16.-THE ASYMMETRIC CYCLIZATION OF L-(+)-PROLINOL WITH (THIO) …

ZJ He, YM Wang, CC Tang

Index: He, Zheng-Jie; Wang, You-Ming; Tang, Chu-Chi Phosphorus, Sulfur and Silicon and Related Elements, 1997 , vol. 127, p. 59 - 66

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Citation Number: 17

Abstract

Abstract The cyclizations of L-(+)-prolinol 5 with (thio) phosphoro (-no) dichloridates 6 give 1, 2, 3-azaphosphaoxabicyclo [3.3. 0] octanes 7 consisting of unequal amounts of diastereoisomers, eight pairs of which have been successfully resolved by silica gel column chromatography or recrystallization. The influences of reaction temperature, solvent and substrate concentration upon the asymmetric induction have also been investigated.