Total synthesis of (±)-prostaglandin I<sub>2</sub>methyl ester and (±)-15-epi-prostaglandin I<sub>2</sub>methyl ester
作者:Roger F. Newton、Stanley M. Roberts、Basil J. Wakefield、Geoffrey T. Woolley
DOI:10.1039/c39810000922
日期:——
Prostacyclin (prostaglandin I2) methyl ester has been prepared; the key step was an aldol reaction between a cyclopentanone enolate and the cyclopentenyl-acetaldehyde derivative (4).
Factors influencing the regioselectivity of reactions involving organocuprate reagents and allyl acylates: synthesis of some phenylthioprostanoids
作者:Stanley M. Roberts、Geoffrey T. Wooley、Roger F. Newton
DOI:10.1039/p19810001729
日期:——
The lactone (4) reacted with the cuprate reagents (5) and (6) under standard conditions to give mainly the products (8) and (12) respectively derived from an SN′anti-process Under the same conditions the lactone (15) reacted with the cuprate reagents (5) and (6) through the SN2 mode primarily to give as the major products the acids (23) and (19) respectively. The compounds (15), (19), and (23) were
内酯(4)在标准条件下与铜酸盐试剂(5)和(6)反应,主要得到分别来自S N '反过程的产物(8)和(12)在相同条件下内酯(15 )通过S N 2模式与铜酸盐试剂(5)和(6)反应,主要分别得到酸(23)和(19)作为主要产物。将化合物(15),(19)和(23)转化为相应的前列腺素A 2类似物(18),(22)和(26)。
Ali, S. Mubarik; Chapleo, Christopher B.; Finch, Mark A. W., Journal of the Chemical Society. Perkin transactions I, 1980, p. 2093 - 2097
作者:Ali, S. Mubarik、Chapleo, Christopher B.、Finch, Mark A. W.、Roberts, Stanley M.、Woolley, Geoffrey T.、Cave, Richard J.、Newton, Roger F.