A chiral gem-disilazane compound containing four silicon-hydrogen bonds and its synthesis method and application

Abstract

The invention discloses a chiral gem-disilazyl alkane compound containing four silicon-hydrogen bonds, as shown in formula VI, and discloses the synthesis method of two kinds of chiral gem-disilazyl alkane compounds: (1) inert gas Next, using the alkenyl silane compound shown in formula V and the trihydrosilane shown in formula IV as raw materials, the chiral CoX 2 ‑IIP complex is a catalyst, and in the presence of a reducing agent, the reaction makes formula VI; (2) under an inert gas, the alkyne shown in formula I and the trihydrosilane shown in formula II, the trihydrosilane shown in formula IV Trihydrosilane as raw material, CoY 2 , bis(2‑diphenylphosphophenyl) ether and chiral CoX 2 ‑IIP complex is a catalyst, and in the presence of a reducing agent, the reaction produces formula VI. The method of the invention has mild reaction conditions, simple and convenient operation, high atom economy, excellent yield (57%~84%), high regioselectivity (>19:1), high enantioselectivity (91.6-98.8%ee ).

Description

technical field

[0001] The method relates to a chiral gem-disilazane compound containing four silicon-hydrogen bonds and its synthesis method and application. Background technique

[0002] Chiral organosilanes in organic synthesis [(a) Masse, C.E.; Panek, J.S.Chem.Rev.1995, 95, 1293. (b) Fleming, I.; Barbero, A.; , 97, 2063. (c) Brook, M.A. Siliconin Organic, Organometallic and Polymer Chemistry, Wiley, New York, 2000. (d) Zhang, H.-J.; Priebbenow, D.L.; Bolm, C.Chem.Soc.Rev .2013,42,8540.] and functional materials [(a) Ojima, I.In The Chemistry of Organic Silicon Compounds; Patai, S., Rappoport, Z., Eds.; Wiley:Chichester,1989; Vol.1, Chapter 25. (b) Silicon in Organic, Organometallic, and Polymer Chemistry; Brook, M.A., Ed.; Wiley: New York, 1999. (c) Ponomarenko, S.A.; Kirchmeyer, S. Adv Polym Sci. 2011, 235, 33 .] and other fields have important applications. Gem disilazanes, that is, compounds with two silicon groups attached to the same carbon of the alkyl group, on...

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