Synthesis, Characterization and Antifungal Assessment of Optically Active Bis-organotin Compounds Derived from (S)-BINOL Diesters

Table 2: Radical chlorohydrostannation of 1a and 1b by thermal induction (Method A).

Entry	Diester	-R	S/D Products Relation^a	¹¹⁹SnNMR (δ, ppm)^b			Yield (%)^e	%D^f
Entry	Diester	-R	S/D Products Relation^a	(S)^c	(D)^d	Cpd. N°	Yield (%)^e	%D^f
1	(S)-1a	n-Bu	8/92	87.46 (S)-7	85.88	(S)-8	65	100
2	(S)-1a	Ph	0/100	-^g	-52.55	(S)-9	95	100
3	(S)-1b	n-Bu	0/100	-^g	72.95 70.09 69.68 68.72	10a-d	78	19 32 25 24
4	(S)-1b	Ph	0/100	-^g	-63.69 -66.73 -68.68 -70.39	11a-d	96	22 29 25 24

^a By integration in the ¹¹⁹SnNMR spectrum; ^b Chemical shift determined in CDCl₃ respect to Me₄Sn;
^c Single addition adduct; ^d Double addition adduct; ^e Yield of the isolated bis-addition product; ^f Diastereomeric relationship determined by integration in the 119SnNMR spectrum of the crude reaction product; ^g No signals are observed.