1,1,3,3-Tetramethyldisiloxane (TMDS) is a hydrosiloxane derivative and has been used in organic synthesis as a mild reducing agent and intermediate for the preparation of organopolysiloxanes. It is a rather cheap, little hazardous, safe, volatile liquid boiling at 71 ˚C and is stable towards air and moisture. [¹] It has been used as a reducing agent for the direct synthesis of alkyl halides from aldehydes [²] and for the synthesis of alkyl halides from epoxides. [³] It was also found to be a mild donor of hydride for selective semihydrogenation of acetylenes to olefins, [4] it is used for the reduction of aryl chlorides to the corresponding arenes, [5] the reduction of unsymmetrical secondary phosphine oxides to secondary phosphine, [6] the reductive cleavage of inert C-O bonds, [7] and the preparation of aldenamines from carboxamides. [8] The enantio­selective reductive Michael cyclization of substrates containing two α,β-unsaturated carbonyl moieties has been achieved by the use of a combination of TMDS and chiral copper-bisphosphine complexes. [9] Reduction and reductive N-alkylation of secondary amides to secondary amines with a ruthenium complex/TMDS system are readily accomplished. [¹0]

1,1,3,3-Tetramethyldisiloxane is a by-product of the silicon industry and the lowest-molecular-weight commercially available hydrosiloxane derivative now. It can be readily prepared by reduction of 1,1,3,3-tetramethyl-1,3-dichloro-1,3-disiloxane with a metal hydride such as lithium aluminum hydride, sodium aluminum hydride, lithium borohydride, lithium hydride or sodium hydride in tetrahydrofuran.

Scheme 1

1,1,3,3-四甲基二硅氧烷（TMDS）是氢硅氧烷衍生物，已在有机合成中用作温和的还原剂和制备有机聚硅氧烷的中间体。它是一种价格低廉，危险性低，安全，易挥发的液体，沸点为71°C，对空气和湿气稳定。[ ¹ ]它被用作还原剂，用于从醛[ ² ]直接合成烷基卤化物，以及用于从环氧化物合成烷基卤化物。[ ³ ]还发现它是氢化物的温和供体，用于将乙炔选择性半氢化为烯烃。[ 4 ]用于将芳基氯还原为相应的芳烃，[ 5]将不对称的仲膦氧化物还原为仲膦，[ 6 ]还原惰性CO键的裂解，[ 7 ]以及由羧酰胺制备醛胺。[ 8 ]通过使用TMDS和手性铜-双膦配合物的组合，已经实现了含有两个α，β-不饱和羰基部分的底物的对映选择性还原Michael环化。[ 9 ]用钌配合物/ TMDS系统容易地将仲酰胺还原和还原N-烷基化为仲胺。[ ¹0 ]

1,1,3,3-四甲基二硅氧烷是硅行业的副产品，是目前市场上分子量最低的氢化硅氧烷衍生物。通过用金属氢化物（例如氢化铝锂，氢化铝钠，硼氢化锂，氢化锂或钠）还原1,1,3,3-四甲基-1,3-二氯-1,3-二硅氧烷可以轻松制备在四氢呋喃中氢化。

方案1