アレン軸不斉に基づく光学活性アレニルチタン化合物の合成と求電子剤との反応
2001 年 59 巻 12 号 p. 1204-1211
詳細
2001 年 59 巻 12 号 p. 1204-1211
Enantio-enriched axially chiral allenyltitanium compounds were synthesized from optically active propargyl alcohol derivatives by the reaction with a divalent titanium reagent, Ti(O-i-Pr)4/2i-PrMgX. The reaction of the allenyltitaniums with a variety of electrophiles such as carbonyl compounds, H+, D+, Br2, NCS, dialkyl azodicarboxylates, trialkylstannyl chlorides and alkylidenemalonates proceeded with high regio- and stereoselectivities to give the corresponding propargylated compounds with a high optical purity. Based on the stereochemical outcome of the reaction, the reaction mechanisms are discussed.
