Organoboranes. 38. A Facile and Highly Efficient Addition of B-1-Alkynyl-9-borabicyclononanes to Aldehydes and Ketones: An Exceptionally Chemoselective Synthesis of Propargylic Alcohols

Article abstract of DOI:10.1021/jo00210a003

B-1-Alkynyl-9-borabicyclo<3.3.1>nonanes (B-1-alkynyl-9-BBN) readily undergo addition to aldehydes and ketones and afford the propargylic alcohols in very high isolated yields.Unlike many other alkynyl metals (RC<*>CM, M = Li, Na, K, Mg, Zn, and Al), which