作者:Peter Yates、Stephen Paul Douglas
DOI:10.1139/v82-397
日期:1982.11.15
6-dimethoxy-3-hexen-2-one (5). Reaction of 5 with cyclopentadiene, 1,3-cyclohexadiene, anthracene, and 1,3-diphenylisobenzofuran gives Diels–Alder adducts, which on hydrolysis are converted to the corresponding keto aldehydes. Attempts to effect intramolecular aldol condensation of the latter were unsuccessful. Hydrolysis of the exo-acetyl adduct from 1,3-diphenylisobenzofuran with aqueous formic acid gives
用(乙酰亚甲基)三苯基正膦(4)处理 3,3-二甲氧基丙醛(2)得到(E)-6,6-二甲氧基-3-己烯-2-酮(5)。5 与环戊二烯、1,3-环己二烯、蒽和 1,3-二苯基异苯并呋喃反应生成 Diels-Alder 加合物,水解后转化为相应的酮醛。试图实现后者的分子内醛醇缩合没有成功。用甲酸水溶液水解 1,3-二苯基异苯并呋喃的外乙酰基加合物得到 4-乙酰基-2,3,3a,4,5,9b-六氢-5,9b-二苯基萘并[1,2-b]呋喃- 2,5-二醇,通过醛的形成和醚桥的水解裂解。在无水酸条件下,环戊二烯的加合物生成 3-乙酰基-9-甲氧基-四环 [4.3.0.02,4.03,7]壬烷 (27)。