Total synthesis of (+)-belactosin A

A Armstrong, JN Scutt

Index: Armstrong, Alan; Scutt, James N Chemical communications (Cambridge, England), 2004 , # 5 p. 510 - 511

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Citation Number: 26

Abstract

Scheme 2 (a) Triethyl phosphonoacetate, NaH, toluene, 110 °C, 14 h, 63%; (b) NaOH (aq), EtOH, 96%; (c) DPPA, t BuOH, NEt 3 , reflux, 53%; (d) Boc 2 O, MeCN, DMAP, 95%; (e) Pd/C, H 2 , cat. AcOH, THF, 98%; (f) Bu 4 NI, DDQ, PPh 3 , CHCl 3 , rt; (g) 2 eq N-(diphenylmethylene)glycine tert-butyl ester, 20 mol% 12, 10 eq CsOH·H 2 O (s), toluene/CH 2 Cl 2 (1 : 1), −40 °C, 40 h; 67%; (h) 15% citric acid/THF, 84%; (i) 2 eq N-CBz-Ala, DCC/ ...